Supersonic flows over a sharp and a flat-faced blunt fin mounted on a flat plate are simulated numerically. Several basic issues involved in the resultant three-dimensional steady flow separation are studied. Using the same number of grid points, different grid spacings are employed to investigate the effects of a grid resolution on the origin of the line of separation. Various shock strengths are used to study the so-called separated and unseparated boundary layer and to establish the existence or absence of secondary separation. The length of separation ahead of the flat-faced blunt fin, bifurcation of a horseshoe vortex, and the accessibility of a closed-type separation are investigated. The usual interpretation of the flow field from previous studies and new interpretations arising from the present simulation are discussed.